Art

J-GLOBAL ID：201302205429500945   Reference number：13A0615303

Total Syntheses of Lactonamycin and Lactonamycin Z with Late-Stage A-Ring Formation and Glycosylation

遅い合成段階でのA環形成とグリコシル化によるラクトナマイシンおよびラクトナマイシンZの全合成

Author (9)： ADACHI Satoshi (Keio Univ., Yokohama, JPN) ,  WATANABE Kana (Keio Univ., Yokohama, JPN) ,  IWATA Yusuke (Keio Univ., Yokohama, JPN) ,  KAMEDA Shunsuke (Keio Univ., Yokohama, JPN) ,  MIYAOKA Yoshihito (Keio Univ., Yokohama, JPN) ,  ONOZUKA Masao (Keio Univ., Yokohama, JPN) ,  MITSUI Ryo (Keio Univ., Yokohama, JPN) ,  SAIKAWA Yoko (Keio Univ., Yokohama, JPN) ,  NAKATA Masaya (Keio Univ., Yokohama, JPN)
Material： Angewandte Chemie. International Edition  (Angewandte Chemie. International Edition in English)
Volume： 52  Issue： 7  Page： 2087-2091  Publication year： 2013 
JST Material Number： H0127B  ISSN： 1433-7851  CODEN： ACIEAY  Document type： Article
Article type： 短報  Country of issue： Germany, Federal Republic of (DEU)  Language： ENGLISH (EN)

Thesaurus term： total synthesis ,  *antibiotics ,  *antimicrobial drug ,  metabolite ,  lactone ,  Glycosylation ,  cyclization reaction ,  carbamate ,  cycloaddition ,  catalytic reaction ,  palladium catalyst ,  aglycone ,  Streptomyces ,  Polyketides ,  *antibacterial drug ,  *drug ,  microorganism ,  Actinomycetales
Semi thesaurus term： Streptomyces ,  Bischler-Napieralski型環化 ,  polyketide ,  *ラクトナマイシンZ

JST classification (2)： Glycosides  (CF10057O) ,  Synthesis of antibiotics  (GX04000Z)

Substance index (13)： (+)-Lactonamycin ,  Lactonamycin Z ,  N-(α-Phenylethyl)urethane ,  N-Benzyl-N-methylcarbamic acid isopropyl ester ,  2-Methylisoindoline-1-one ,  2-(Ethoxycarbonyl)-3-hydroxy-5-methoxybenzeneacetic acid ethyl ester ,  6-Methoxy-8-(methylisopropoxycarbonylaminomethyl)-3,4-dihydro-1H-2-benzopyran-1,3-dione ,  2-(Methoxymethoxymethyl)-3-(tert-butyldiphenylsilylethynyl)-5-(methylisopropoxycarbonylaminomethyl)-7-methoxy-10-hydroxy-1,4-anthraquinone ,  (1S)-1,7-Dimethoxy-3aα,10-bis(chloroacetoxy)-4,11-dioxo-9-(methylisopropoxycarbonylaminomethyl)-11aα-hydroxy-1,3,3a,4,11,11a-hexahydroanthra[2,3-c]furan-1α-acetic acid lactone ,  (1S)-1,7,11,11-Tetramethoxy-3aα,10,11aα-trihydroxy-4-oxo-8,9-[carbonyl(methylimino)methylene]-1,3,3a,4,11,11a-hexahydroanthra[2,3-c]furan-1α-acetic acid 1,11a-lactone ,  (1S)-1-Methoxy-3aα,10,11aα-trihydroxy-4,11-dioxo-7-(tert-butyldimethylsiloxy)-8,9-[carbonyl(methylimino)methylene]-1,3,3a,4,11,11a-hexahydroanthra[2,3-c]furan-1α-acetic acid 1,11a-lactone ,  (3R)-1,3,3a,4,11,11a-Hexahydro-3-methoxy-3aα,5,8-trihydroxy-4,11,12-trioxo-11aα-[[(2S)-5α-hydroxy-6α-methyltetrahydro-2H-pyran]-2-yloxy]-13-methyl-6,7-(methaniminomethano)anthra[2,3-c]furan-3-acetic acid γ-lactone ,  Methoxyacetic acid (6S)-6α-methyl-3,6-dihydro-2H-pyran-2-yl ester

Terms in the title (5)： 段階 ,  環形成 ,  グリコシル化 ,  ラクトナマイシン ,  全合成